HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoidide mononitrate → (3R,3aR,6R,6aS)-6-(nitrooxy)hexahydrofuro[3,2-b]furan-3-yl 4-nitrophenyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoidide mononitrate | HCID 182267 | — |
| Reactant | (S)-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl) 5,6-bis(nitrooxy)hexanoate | HCID 58209439 | — |
| Reactant | Piperidin-4-yl nitrate hydrochloride | HCID 66753481 | — |
| Product | (3R,3aR,6R,6aS)-6-(nitrooxy)hexahydrofuro[3,2-b]furan-3-yl 4-nitrophenyl carbonate | HCID 59178160 | — |
Reaction Steps
The title compound was prepared by following the procedure for INTERMEDIATE 13 Step H, except that the reagent (S)-((3R,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl)5,6bis(nitrooxy)hexanoate was replaced by (3R,3aS,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl nitrate. 1H-NMR (300 MHz, CDCl3); δ 8.37-8.21 (2H, m), 7.46-7.33 (2H, m), 5.41-5.29 (1H, m), 5.20-5.05 (1H, m), 4.97-4.75 (2H, m), 4.25-3.91 (4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119806B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-7af6ea8badbe423daa3d951e8e81a18c |
| Source note | uspto-grants-2012_02 |